𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chilmark (2026)

A dock with boats, a small wooden structure, and a forested shoreline.

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Our top choices for Chilmark hotels

A covered outdoor area with a wooden deck, seating, and a view of the water.

A multi-story building with a porch and a sign that reads "SUMMERCAMP".

A room with a hanging light fixture, two white wicker chairs with colorful cushions, a wooden table, and a view of the water through large windows.

A spacious living room with a stone fireplace, a large window with a view, and a play area for children.

1. Summercamp

Oak Bluffs

Jeffrey

S$262

includes taxes & fees

25 Oct - 26 Oct

A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.

A covered porch with wicker furniture and a vase of flowers.

A stone wall, a grassy area, and a pathway leading to a building.

A room with a wooden deck, a white dresser, and a window with a view of a yard.

2. Lamberts Cove Inn

Vineyard Haven

Ashley

S$346

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

A dining area with multiple wooden tables and chairs, a blue wall with shelves containing kitchenware, and a chandelier.

A living room with a fireplace, a bookshelf, and a sofa.

An aerial view of a residential area with houses, a river, and a parking lot.

3. The Coonamessett

Falmouth

Joanne

S$146

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

Outdoor seating with tables and chairs, covered by green umbrellas, and a sign for a breakfast and lunch place.

A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.

A staircase with wooden railings and a lamp on a side table.

4. Inn on the Square

Falmouth

Jeanine

S$186

includes taxes & fees

2 Nov - 3 Nov

A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

A beach with lounge chairs and a marina in the background.

A beachside motel with outdoor seating and umbrellas, a tree, and a clear sky.

A waterfront scene with a large white cruise ship docked at a pier, surrounded by smaller boats and buildings.

5. Vineyard Harbor Motel - Private Beach

Vineyard Haven

Matteo

S$228

includes taxes & fees

13 Oct - 14 Oct

A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

A kitchen with white cabinets, a microwave, and a built-in oven.

A brick patio with outdoor seating and umbrellas, surrounded by a landscaped garden and a building with blue shutters.

A hotel room with a bed, a sofa, a lamp, a wall-mounted mirror, and a framed fish painting.

6. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgartown

Lisa

S$259

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, coffee table, and various decorative items.

A marina with multiple sailboats docked, surrounded by houses and greenery.

A bedroom with a bed, pillows, a bedside table with a clock and books, and a window with a view of trees.

A spacious outdoor seating area with sofas and chairs, a central table, and a view of the landscape.

7. AutoCamp Cape Cod

Falmouth

John

S$179

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

A spacious living room with a large sofa, two rocking chairs, a coffee table, and a fireplace.

A modern bedroom with a wooden bed, a TV mounted on the wall, and a bedside table with a lamp.

A room with a wooden floor, a round table with a white top, and two wicker ottomans.

8. The Franklin Hotel Martha's Vineyard

Edgartown

Alex

S$259

includes taxes & fees

27 Oct - 28 Oct

A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.

A spacious bar area with multiple seating options and a bar counter.

A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.

A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.

9. Iris Hotel Cape Cod

Falmouth

Matheus

S$189

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

A spacious lobby with a reception desk, a large sofa, and a chandelier.

A spacious living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.

A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.

10. Faraway Martha's Vineyard

Edgartown

Thomas

S$351

includes taxes & fees

1 Nov - 2 Nov

A compact hotel room with a kitchenette, a dining area with a yellow chair, a gray sofa with a red pillow, and a large mirror above the sink.

A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

A hotel dining area with multiple tables and chairs, a bar, and a seating area with a patterned wall.

A reception desk with three computer monitors, a keyboard, and two blue office chairs.

11. Hampton Inn by Hilton New Bedford/Fairhaven

Fairhaven

james

S$157

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story house with a covered porch and a well-maintained lawn.

A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.

A modern living room with a fireplace, wicker furniture, and a wine rack.

A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

12. Shore Haven Inn

Falmouth

Christopher

S$258

includes taxes & fees

13 Oct - 14 Oct

A spacious living area with a dining table, sofas, and a view of the sea.

A spacious living room with a fireplace, comfortable seating, and a staircase leading to another area.

A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.

A resort with a swimming pool, outdoor seating, and a view of the lake.

13. Harbor View Hotel

Edgartown

Eryn

S$376

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a sofa, a desk, a TV, and a painting on the wall.

A room with two beige armchairs, a patterned carpet, a large window with a view of buildings, and a ceiling with recessed lighting and a smoke detector.

A lobby with a black sofa, two armchairs, a coffee table, a potted plant, and a display cabinet with decorative items.

14. Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Toleeya

S$173

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.

A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

A hotel room with a bed, a bedside table with a bottle of Prosecco and two wine glasses.

15. Mansion House Inn And Spa

Vineyard Haven

Robyn

S$267

includes taxes & fees

2 Nov - 3 Nov

A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

A two-story building with a balcony, outdoor seating area, and a fountain.

A park with a gazebo, a lawn, and houses in the background.

A waterfront dock with boats, a building with a balcony, and an American flag.

16. Pequot Hotel

Oak Bluffs

Oswaldo

S$262

includes taxes & fees

5 Oct - 6 Oct

17. Red Horse Inn

Falmouth Heights

Thomas

S$210

includes taxes & fees

4 Oct - 5 Oct

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

A row of white lounge chairs with blue cushions, arranged under a white canopy, overlooking the sea.

An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.

A golf course with a clubhouse, a lake, and surrounding trees.

18. The Club at New Seabury

New Seabury

Kathleen

S$235

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a stone facade, a balcony, and a well-maintained garden.

A park with a wooden staircase, lush greenery, and blooming pink flowers.

A garden patio with stone steps, a table and chairs, and a large umbrella.

A room with a large window, a dining table with a tablecloth, and a chair with a cushion.

19. Frederick William House

Falmouth

David

S$232

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a chair, a window with curtains, a wall-mounted picture, and a hanging light fixture.

A reception area with a blue tiled wall, a wooden reception desk, and a hanging light fixture.

A room with a large ornate mirror, a blue sofa, a wooden chair, and a small table with a plant.

A covered patio area with a brick wall, white wicker furniture, and a hanging light fixture.

20. The Sydney, The Edgartown Collection

Edgartown

Edward

S$370

includes taxes & fees

12 Oct - 13 Oct

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Stay near popular Chilmark attractions

Menemsha Beach

This serene beach offers gentle surf and a front-row seat to Martha's Vineyard's most spectacular sunsets. Purchase fresh seafood from nearby markets to create a memorable oceanside dining experience.

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Fulling Mill Brook Preserve

This tranquil 66-acre preserve offers diverse habitats from dense woodlands to wetlands along a scenic brook. Explore the loop trail to spot nesting songbirds like yellow warblers while crossing charming footbridges.

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The Yard

This renowned contemporary dance centre on Martha's Vineyard showcases innovative choreography in an intimate 100-seat theatre. Arrive early to enjoy the charming Shell Garden with pre-show drinks under twinkling lights.

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Squibnocket Beach

Why not spend a lazy afternoon at Squibnocket Beach during your trip to Chilmark? Stroll along the beaches or experience the area's festivals.

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Wades Field

You can take time to visit Wades Field during your travels to Chilmark. Amble around the area's beaches or experience its festivals.

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Middle Road Sanctuary

Walk through glacial history on trails winding past massive boulders and steep ridges. The sanctuary offers serene views of three ponds, perfect for nature photography and bird watching.

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Chilmark Public Library

This charming community hub houses an impressive collection of books and hosts enriching cultural events. Browse local literature or attend a seasonal art exhibition in this welcoming Martha's Vineyard sanctuary.

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Chilmark Chocolates

9.4/10 (3 reviews)

This beloved Martha's Vineyard institution crafts exquisite handmade chocolates while employing people with disabilities. Visitors patiently queue for their selection of artisanal treats, often bringing cash.

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Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colours. Hike the scenic trails at Waskosim's Rock Reservation or visit nearby Martha's Vineyard for charming shops and restaurants.

See all hotels in Chilmark

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good

"We stayed in the two bedroom suite. Room and bathroom were very clean and spacious. It did have a spiral staircase, which was ill situated. We had to hang towels off the stairs so nobody would bump their head. Continental Breakfast was delicious. We stayed in October. Would love to go back there in the summer."

The Cape Club Resort

8/10 Good

"Beautiful well maintained property. Believe it was going thru renovations, but it wasn't noticeable. Best part of this property was the value for price paid during off-season."

Shore Haven Inn

10/10 Excellent

"The property was clean all around, there is nothing bad in my stay. Staff was great and friendly!"

Mariner's Point Resort

10/10 Excellent

"Good stuff. Nice staff. Clean. Good price"

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good

"Delicious egg frittatas!"

More cheap stays in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

1 Hampton Way Fairhaven MA

S$157

1 Nov - 2 Nov

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

The Cape Club Resort

125 Falmouth Woods Rd East Falmouth MA

S$185

1 Nov - 2 Nov

includes taxes & fees

9/10 Wonderful! (49 reviews)

ShoreWay Acres Inn & Cape Cod Lodging

59 Shore Street Falmouth MA

S$196

13 Oct - 14 Oct

includes taxes & fees

Falmouth Inn

824 Main Street Falmouth MA

S$199

13 Oct - 14 Oct

includes taxes & fees

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA

S$228

13 Oct - 14 Oct

includes taxes & fees

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA

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Find out more about Chilmark

Top reasons to visit Chilmark

Stunning Beaches: Chilmark boasts pristine beaches perfect for relaxation and scenic views, ideal for unwinding after a day of exploration.
Charming Neighbourhoods: Experience the warmth of friendly locals while wandering through picturesque streets filled with quaint architecture.
Outdoor Activities: Enjoy a variety of recreational pursuits, from hiking scenic trails to engaging in water sports.
Local Culture: Visit the Chilmark Gallery to immerse yourself in the local art scene and cultural heritage.
Delightful Accommodations: Choose from charming bed and breakfasts and guesthouses for a perfect retreat.

Find great hotels near Chilmark

Discover the charm of Chilmark, Massachusetts, where a variety of delightful accommodations await. From quaint bed and breakfasts to inviting guesthouses, you'll find the perfect retreat for your adventure-filled family getaway or romantic escape. With an array of services tailored to enhance your stay, explore the best hotels, inns, and lodgings in Chilmark for an unforgettable experience.

Summercamp: Summercamp offers a unique beach-themed experience, perfect for those seeking a relaxing seaside getaway. This 3.5-star hotel, situated 19.3km from Chilmark, features direct access to the beach, allowing guests to fully embrace the sun and surf. With a guest rating of 9.2 out of 10, the property combines a cheerful atmosphere with comfortable accommodation, making it a delightful choice for holidaymakers looking to unwind by the ocean.
Mansion House Inn And Spa: With a focus on wellness and relaxation, Mansion House Inn And Spa is an ideal retreat for travellers seeking a spa-themed experience. This 3.5-star inn, located 17.7km from Chilmark, boasts a guest rating of 9.4 out of 10. It features a full spa offering various treatments, including Prenatal Massage and Aromatherapy Treatments, alongside a refreshing pool service. The elegant atmosphere and thoughtful amenities make it a perfect choice for both leisure and business travellers.
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel: The Edgar Hotel stands out as a destination for adventure enthusiasts. This 3-star accommodation is situated 19.3km from Chilmark and has a guest rating of 8.4 out of 10. Known for its proximity to various adventure sports, guests can partake in activities such as surfing, boat tours, and hiking. Its emphasis on recreational opportunities makes it an excellent choice for those looking to explore the great outdoors while enjoying comfortable lodging.

Where to stay near Chilmark

Nestled along the picturesque coast of Massachusetts, Chilmark offers a perfect blend of relaxation and scenic beauty. Spend your days unwinding on its pristine beaches or exploring the charming neighbourhoods filled with friendly locals. Just a short drive away, discover the stunning landscapes of Martha's Vineyard, where outdoor activities abound and historical sites await. Whether you're enjoying a lovely sunset from a nice deck or indulging in local cuisine, Chilmark promises an unforgettable getaway.

Martha's Vineyard: A picturesque island located a mere 9.7km from Chilmark, Martha's Vineyard is a seasonal haven for tourists, especially bustling during the summer months from June to August. The island is renowned for its stunning beaches, outdoor activities, and breathtaking scenery. Visitors can enjoy a variety of experiences, from attending vibrant music concerts to relaxing at luxurious resorts or playing a round of golf. Key attractions include family-friendly beaches and charming landmarks that capture the essence of coastal New England.
Falmouth: Situated 25.7km away from Chilmark, Falmouth is a charming city that welcomes seasonal visitors throughout the year, peaking in the summer months. The city is a delightful destination for those seeking beach outings, outdoor adventures, and picturesque views. Falmouth offers a range of activities, including golfing and exploring educational institutions, alongside the relaxation of private country clubs. With its beautiful beaches and scenic capes, Falmouth is a wonderful spot for families and nature enthusiasts alike.
Oak Bluffs: Located 19.3km from Chilmark, Oak Bluffs is a vibrant city that attracts seasonal visitors, particularly during the summer. Known for its stunning beaches and outdoor scenery, Oak Bluffs offers a variety of experiences from shopping in quaint areas to enjoying educational attractions. The local marina and family-friendly beaches make this a perfect destination for those looking to unwind and explore the coastal charm of Martha's Vineyard.

Things to do near Chilmark

Shopping

In Chilmark, you can find charming local shops offering unique gifts and souvenirs. If you're up for a drive, head to Vineyard Haven, about 16.1km away, where you can explore boutiques and artisanal shops featuring local crafts and products.

Recreation

In Chilmark, visit the renowned Martha’s Vineyard Wellness Centre, offering holistic treatments and yoga classes amidst serene surroundings. Enjoy nature walks along the scenic coastline, or indulge in mindful meditation sessions that encourage relaxation and rejuvenation within the tranquil island atmosphere.

Adventure

The Adventure Park at Heritage Museums & Gardens offers an exhilarating zipline and ropes course experience, situated 49.9km from Chilmark. Set amidst the beautiful outdoors, this venue invites you to embrace adventure and enjoy the thrill of navigating through the trees and soaring above the ground.

Nightlife

Chilmark offers a serene evening with a visit to the charming Menemsha Inn, where you can sip on local wines. For a more relaxed vibe, the Chilmark Tavern provides a welcoming atmosphere, perfect for unwinding after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Chilmark

Chilmark, Massachusetts, offers a delightful blend of outdoor activities, stunning scenery, and beachside relaxation. Visitors can explore beautiful beaches, a charming library, and the historic lighthouse. For those seeking cultural experiences, the Chilmark Gallery is a must-visit. This picturesque location is perfect for travellers looking to immerse themselves in nature and local history while enjoying the serene coastal atmosphere.

Menemsha Beach: Enjoy the laid-back beach vibes at Menemsha Beach, a serene spot nestled within Chilmark. Known for its stunning sunsets and tranquil atmosphere, it's ideal for a leisurely day by the sea, with opportunities for swimming and picnicking.
Gay Head Lighthouse: Discover the rich cultural heritage at Gay Head Lighthouse, located 8.0km from Chilmark. This historic landmark offers panoramic views of the coastline and insightful tours that delve into its storied past.
Aquinnah Cliffs: Experience the breathtaking beauty of the Aquinnah Cliffs, just 8.0km away. With their dramatic landscape, these cliffs provide a perfect setting for outdoor adventures and scenic vistas that are sure to inspire.

Best time to go to Chilmark

The best time to visit Chilmark can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chilmark falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Chilmark falls in January and February. February has average visitor numbers and mostly sunny weather.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.2°F (1.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
February	35.2°F (1.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
March	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
April	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Average	Average
May	54.5°F (12.5°C)	Light Rain	Mostly Sunny	Average	Average
June	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
July	71.1°F (21.7°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
August	71.8°F (22.1°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
September	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Average	Average
October	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
November	49.1°F (9.5°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average

The nearest major airports for your trip to Chilmark

Reaching Chilmark, Massachusetts, is convenient with several nearby airports. BOSton Logan International Airport (BOS) is located 115.9km away, with luxurious hotel options such as Encore Boston Harbor, InterContinental Boston, and The Langham, all within 4.8km of the airport. Providence T.F. Green Airport (PVD) is 70.8km away, and the Omni Providence Hotel, Graduate by Hilton Providence, and Hotel Providence are excellent stays, situated 11.3km from the airport. For a closer option, Nantucket Memorial Airport (ACK) is just 57.9km away, with notable hotels like White Elephant Hotel and The Wauwinet, both within 9.7km of the airport, offering scenic accommodations.

Frequently asked questions

Where is the best place for a stay in Chilmark?

Located 20.3 mi (32.7 km) from the heart of Chilmark, Sea Crest Beach Resort is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Iris Hotel Cape Cod and Inn on the Square. See all available top hotels, or vacation rentals in Chilmark.

If I need to cancel my hotel reservation in Chilmark, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chilmark.

What are some hotels with pools in Chilmark?

Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. Iris Hotel Cape Cod and Inn on the Square are two additional hotels with an on-site pool. View all hotels with pools in Chilmark.

What is staying in Chilmark like?

Visitors can enjoy all that Chilmark has to offer, including the beaches, wineries and festivals. Tourists can also enjoy the city's local tours and university setting. In Chilmark, there are 77 hotels and other accommodation options to choose from. Find out more about Chilmark.

What are the top places to visit in Chilmark?

Natural beauty is on display at Menemsha Beach, Edys Island and Stonewall Beach. A couple of additional sights to add to your itinerary are Chilmark Town Hall and Chilmark Public Library. Take a look at what more there is to see and do in Expedia's Chilmark guide.

What's the seasonal weather in Chilmark?

The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.

Chilmark Hotels from S$146

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chilmark

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chilmark hotels

1. Summercamp

2. Lamberts Cove Inn

3. The Coonamessett

4. Inn on the Square

5. Vineyard Harbor Motel - Private Beach

6. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

7. AutoCamp Cape Cod

8. The Franklin Hotel Martha's Vineyard

9. Iris Hotel Cape Cod

10. Faraway Martha's Vineyard

11. Hampton Inn by Hilton New Bedford/Fairhaven

12. Shore Haven Inn

13. Harbor View Hotel

14. Admiralty Inn & Suites - a Red Collection Hotel

15. Mansion House Inn And Spa

16. Pequot Hotel

17. Red Horse Inn

18. The Club at New Seabury

19. Frederick William House

20. The Sydney, The Edgartown Collection

Stay near popular Chilmark attractions

Menemsha Beach

Fulling Mill Brook Preserve

The Yard

Squibnocket Beach

Wades Field

Middle Road Sanctuary

Chilmark Public Library

Chilmark Chocolates

Learn more about Chilmark

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

The Cape Club Resort

Shore Haven Inn

Mariner's Point Resort

Hampton Inn by Hilton New Bedford/Fairhaven

More cheap stays in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

The Cape Club Resort

ShoreWay Acres Inn & Cape Cod Lodging

Falmouth Inn

Vineyard Harbor Motel - Private Beach

MV Surfside Hotel

Find out more about Chilmark

Top reasons to visit Chilmark

Find great hotels near Chilmark

Where to stay near Chilmark

Things to do near Chilmark

Find the best attractions in and around Chilmark

Best time to go to Chilmark

The nearest major airports for your trip to Chilmark

Frequently asked questions

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